Holiday rentals in Sail Bay

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Top-rated holiday rentals in Sail Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Bungalow in San Diego
4.97 out of 5 average rating, 150 reviews

Bayside Bungalow in Pacific Beach

✨ Make lasting memories at our stylish and modern 2-bedroom, 2-bathroom home in the peaceful Crown Point neighborhood of Pacific Beach. Perfectly located, you’ll be just steps from the water, with Mission Bay and the beach both within easy reach! ✨ Enhance Your Stay (based on availability): •Private Yoga & Sound Healing – Relax, stretch, and restore with a personalized session in the comfort of the home. •In-Home Massage – Treat yourself to a rejuvenating massage without leaving the property

Guest favourite
The living area features a light-colored sofa and a circular coffee table, complemented by a patterned area rug. Natural light floods in through the window, enhancing the minimalist decor, which includes wall art and a stylish pendant light hanging above a dining area in the background.
Apartment in San Diego
4.96 out of 5 average rating, 118 reviews

Boho By The Bay

Welcome to our newly renovated 2 bedroom, 1.5 bathroom Boho condo located just 1 block away from Sail Bay in the stunning Crown Point neighborhood of Pacific Beach, San Diego. With walking access to Sail bay (1 block), Pacific Beach (7 blocks), local restaurants, bars, and attractions, this is the perfect vacation rental for families, couples, remote workers, or groups of friends. Within a 15min drive you'll find Sea World, San Diego Zoo, Downtown San Diego, La Jolla, Old Town, and more!

Guest favourite
Guest suite in San Diego
4.85 out of 5 average rating, 383 reviews

Oceanfront Merman Suite, 1400 ft with spa & bar

Our La Jolla 1400 ft oceanfront suite with floor to ceiling sliding doors opens to a private spa, dining table, bar area and kitchen facilities. A king bed, 85" TV and fireplace with a 260 sq. ft bathroom. Flaming sunsets and moonlight silvering the ocean are yours. Pristine tide pools are accessed from the park next door. Blocks away, Garnet nightlife is wild. Walk to Wayfarers bakery or Paradisea restaurant. Make pizza here. Watch the ospreys! No blinds yet, but no one can ever see you.

Guest favourite
A rooftop patio is shown, featuring a wooden dining table surrounded by chairs, an orange umbrella providing shade, and a comfortable sectional sofa. The space is open to the sky, with clear views of neighboring homes and a bright blue sky overhead.
Home in San Diego
4.96 out of 5 average rating, 116 reviews

Beach Days and Rooftop Bay Views!

Welcome to your Pacific Beach Escape- just steps from the sand! You’ll feel right at home with modern amenities, cozy bedrooms, and plenty of space to unwind.This house features three stories. The first story is comprised of an outdoor patio, kitchen, dining table and two car garage along with a half bath. The Second story features a patio, three bedrooms and two full bathrooms. The third story is comprised of a spacious living area along with an outdoor deck featuring ocean and bay views.

Top guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guest house in San Diego
4.97 out of 5 average rating, 158 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favourite
Apartment in San Diego
4.99 out of 5 average rating, 283 reviews

Stunning Beachfront Top Floor Condo Private Deck

Stunning oceanfront top floor condo on the Mission Beach boardwalk with panoramic Pacific views. This fully remodeled 2-bedroom, 1-bath condo with extra vanity area comfortably sleeps 5. Enjoy breathtaking sunsets or spot dolphins from your private deck, a modern chef's kitchen, and direct beach access. Perfect for families or couples seeking a luxury beach getaway, complete with reserved parking. Wake up to the sound of the waves in the heart of San Diego's most vibrant beach community.

Guest favourite
An arched pathway, flanked by warm lighting and large cactus plants, leads towards a series of modern doorways. The sky above is painted with vibrant hues of pink and blue, creating a serene and inviting entrance to the property.
Flat in San Diego
4.85 out of 5 average rating, 261 reviews

Stunning Modern Suite, Free Beach Gear, Walkable

Why stay somewhere ORDINARY, when you could stay at The Boardwalk Hotel—Mission Beach’s brand new and ONLY boutique residence hotel, where luxury meets adventure right on the sand! Every stay includes free bikes, boards, wetsuits, rollerblades, and more. Plus exclusive savings at Mission Beach’s best restaurants and attractions, including 20% off Belmont Park admission. Don’t just take our word—feel free to look up “The Boardwalk Hotel Mission Beach” to see why guests rave about us!

Top guest favourite
A vibrant living area features an open door with a bright orange frame, revealing an outdoor space. A modern red chair and sleek gray sofa are arranged on light wood flooring, complemented by a wall adorned with geometric patterns in bold colors. A flat-screen TV is mounted nearby.
Cottage in San Diego
4.95 out of 5 average rating, 546 reviews

50 Steps to the Bay & 100 steps to the Ocean!

Mid-Century Modern inspired fully remodeled 1-bdrm + 1-bath beach bungalow with an additional Queen sofa pull-out bed for up to 4 people. All new interior finishes, air conditioning, heating, appliances, and furniture. Located on the nicest pedestrian-only court in Mission beach, this quiet community is occupied by long-term native SD residents. This cozy high-end contemporary home is perfect for a quiet & relaxing beach vacation. Unsafe for children (under 12), infants, or pets.

Guest favourite
An outdoor living area features a wooden pergola above a comfortable seating arrangement, including soft grey cushions. A modern fire pit sits at the center, while a dining table for eight and a built-in BBQ are positioned against a backdrop of wooden privacy panels.
Home in San Diego
4.95 out of 5 average rating, 139 reviews

Dream HOUSE Steps to Beach & Bay

Located in the heart of Pacific Beach, this modern beach house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *Private Outdoor Retreat w/ Kitchen, 6 Person Hot Tub, Fire Pit *Central AV *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathrooms *Bikes, boards, beach towels and toys *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Top guest favourite
Cottage in San Diego
4.94 out of 5 average rating, 441 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Top guest favourite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in San Diego
4.98 out of 5 average rating, 109 reviews

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Superhost
A spacious living area features a dark sectional couch adorned with decorative pillows, complemented by a large area rug. Natural light floods through the adjacent windows, highlighting the open layout that connects to a dining area with wooden furniture and a modern kitchen.
Flat in San Diego
4.84 out of 5 average rating, 278 reviews

2 bed 2 bath Pacific Beach apt 5 blocks from Ocean

This beach condo in Pacific Beach is perfect for yoga enthusiasts and those who love beach living. It's located close to popular cafes, supermarkets, and restaurants. The condo features a huge patio, fully stocked kitchen, and ample natural light. Ideal for couples, solo travelers, families, and business guests, it's within walking distance of the beach and bay. The condo also has a large TV for entertainment.

Popular amenities for Sail Bay holiday rentals

Destinations to explore

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  3. California
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  5. San Diego
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